Sheboygan Real Estate

Sheboygan: A Charming City in Sheboygan County, Wisconsin

Nestled in the heart of Sheboygan County, Wisconsin, lies the beautiful city of Sheboygan. Known for its rich history, vibrant culture, and stunning natural beauty, Sheboygan is a place that captures the hearts of both residents and visitors alike.

Located on the shores of Lake Michigan, Sheboygan offers an abundance of outdoor recreational opportunities. The city boasts miles of sandy beaches, perfect for swimming, sunbathing, or simply taking a leisurely stroll along the shoreline. Water sports enthusiasts flock to Sheboygan for its world-class surfing and sailing conditions, earning it the nickname "The Surfing Capital of the Midwest."

Beyond its natural attractions, Sheboygan is a city with a thriving arts and culture scene. The downtown area is home to numerous art galleries, theaters, and music venues, offering a diverse range of entertainment options for all tastes. The John Michael Kohler Arts Center, a renowned contemporary art museum, showcases innovative exhibitions and hosts exciting events throughout the year.

Sheboygan is also a city that takes pride in its rich history and heritage. The Sheboygan County Historical Museum offers a fascinating glimpse into the past, with exhibits that chronicle the region's history from its Native American roots to its industrial heyday.

With its strong sense of community, excellent schools, and affordable housing options, Sheboygan is an ideal place to put down roots and call home. Whether you're seeking a peaceful lakeside retreat or a lively urban lifestyle, Sheboygan has something to offer everyone.

Come and discover the charm of Sheboygan, Wisconsin. Experience the beauty, culture, and warmth that make this city truly special.

Newest Listings in Sheboygan

$429,500

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome to this charming 3 bedroom, 2.5 bath ranch nestled on a quiet cul-de-sac in a well established area.From the moment you drive in, you'll appreciate the peaceful setting and inviting feel of this wonderful home. This home offers comfortable and convenient ranch-style layout and plenty of space to enjoy.Recent updated include a new furnace,air conditioner, water heater and sump pump,giving you added comfort and peace of mind. One of the homes features is the impressive 4 car attached garage,providing exceptional space for vehicles,recreational toys,hobbies, or a work shop.All appliances are included,making the transition into your new home simple!Close to the Hosiptal, Nature Center and Shopping!Delayed showing start Sept 21, 2026. Seller preferred Closing date of 11/2/26 or later.

2314 N 36th Place, Sheboygan

Listing courtesy of Coldwell Banker Real Estate Group.

$374,900

2 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

2 bed 2.5 bath beautiful condo in a popular association that offers the comfort & privacy of a single family home w/ almost zero common walls! Step inside to a welcoming eat-in kitchen & spacious dining area that flows seamlessly into the living room, featuring soaring cathedral ceilings, gorgeous hardwood floors, & a beautiful gas fireplace. One of the true highlights of this home is the stunning four-season sunroom, where incredible wooded views create a peaceful & private setting to enjoy year round w/an adjacent deck. Primary suite features a private bath & walk-in closet, while the second bedroom is conveniently located near a full bath w/ a handicap-accessible shower. The partially finished lower level offers plenty of additional space along with a 1/2 bath. No step entry from garage

1645 Settlement Trail, Sheboygan

Listing courtesy of RE/MAX Universal.

$279,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

POTENTIAL PLUS! Town of Sheboygan Ranch near Kohler. Bring your updating and remodeling ideas to this classic 3-bedroom ranch, perfectly situated on the outskirts of the desirable Town of Sheboygan, this property offers incredible structural bones, a fantastic layout, and unmatched storage space just waiting for your personal style. Space to gather: with an eat-in sized kitchen ready to be transformed into your dream culinary space. Large living room. Head downstairs to find a spacious lower-level rec room--ideal for a home theater, gym, or playroom. Some hardwood floors. 2-car attached garage PLUS an additional detached garage in the backyard, along with a handy storage shed. An entertainment-sized yard offers endless possibilities for summer BBQs, campfires, and landscaping.

7011 Superior Avenue, Sheboygan

Listing courtesy of Century 21 Moves.

$209,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

This property is a fixer-upper in a excellent location and great investment potential. Large living room with dining area. Large eat-in kitchen leads into backyard. 2 Bedrooms on main floor with ample closets. Lower level finished with 2nd full bathroom. 2.5 Detached car garage. Great location with fenced backyard.

1615 S 25th Street, Sheboygan

Listing courtesy of Berkshire Hathaway Starck Real Estate.

$489,900

2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Wake up to million-dollar sunrises over Lake Michigan! This home offers beautiful lake views from both sides of the house in one of Sheboygan's most desirable locations. Featuring 2 bedrooms plus a spacious den with potential for a 3rd bedroom and a four-season sunroom with hot tub, there's plenty to love. Bring your ideas and a little elbow grease to make this home your own. Outside you'll find a large yard, attached 1-car garage, plus a detached 1.5-car garage for extra storage. Start your mornings watching the sun rise over Lake Michigan and end your days relaxing in the sunroom. It's all about the views, location, and possibilities. Don't miss this Lake Michigan gem!

29 North Point Drive, Sheboygan

Listing courtesy of Keller Williams Empower.

$299,999

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Space, updates, and a great location--this home has it all! This spacious 4-bedroom bi-level offers 1.5 bathrooms in a desirable southeast Sheboygan neighborhood near Lake Michigan and local schools. Major updates include the roof, siding, and flooring, plus all appliances are included! The basement features a versatile bonus room, while the fenced-in yard is perfect for children, pets, and entertaining. Complete with a large attached garage.

1014 Washington Avenue, Sheboygan

Listing courtesy of Coldwell Banker Realty.

$235,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome home to this charming 3-bedroom brick Cape Cod! The spacious primary bedroom offers a walk-in closet and a cozy sitting area (plus updated walk-out). The main level features two additional bedrooms, full bathroom, a comfortable living room, and inviting kitchen. Downstairs, you'll find a large family/recreation room plus a separate finished room, offering plenty of space for entertaining, hobbies, or family fun. Outside, enjoy the big backyard ideal for summer gatherings and outdoor enjoyment year around. The garage and carport provide plenty of parking, while the front yard cement patio and landscaped flower beds add to the home's welcoming curb appeal. This move-in-ready home is waiting for you! All Windows and A/C 6 years old.

1720 Arizona Avenue, Sheboygan

Listing courtesy of Greystone Asset, LLC.

$245,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Check out this affordable home with SO much to offer! Step inside through the huge screened porch, offering wonderful additional living space and the perfect spot to relax. The spacious living room flows openly into the dining room with beautiful built ins, creating a great space for entertaining and everyday living. Upstairs, you'll find 3 bedrooms and a full bathroom. The back hall provides a convenient mudroom entry, perfect for keeping things organized. Great location close to schools and parks! And there are some great updates too: Roof - 2022 Windows - 2026This one truly has so much to offer at an affordable price! Don't miss your chance to check it out!

2012 N 19th Street, Sheboygan

Listing courtesy of Greystone Asset, LLC.

$219,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Charming North Side Ranch - bring your decorating ideas. Welcome home to this cute, 2-bedroom ranch located on Sheboygan's desirable north side. Perfectly situated close to local shopping, this home beautifully blends functional spaces with classic architectural details. Step inside to a bright and spacious, south-facing living room bathed in natural light. The inviting dining room features a built-in cabinet, adding timeless character to your mealtime gatherings. Cook and converse easily in the cozy eat-in kitchen, which offers excellent layout efficiency and plenty of storage. Designed for effortless living. The partially finished lower level expands your living space with a classic, wood-paneled rec room. Full bath in the lower is NOT operational at this time. Attached garage

2746 Saemann Avenue, Sheboygan

Listing courtesy of Century 21 Moves.

$562,500

ACTIVE Status

Bring your vision to life at North Town, a premier mixed-use development in the Town of Sheboygan offering 1 to 7-acre mixed-use sites with outstanding visibility from Interstate 43 andconvenient access from Highway 42. These shovel-ready parcels feature flexible PUD zoning.

3727 Jolliet Trail, Sheboygan

Listing courtesy of NAI Pfefferle - Sheboygan.

$334,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Welcome home to this charming ranch nestled on a spacious 0.51-acre lot in the town of Sheboygan! This inviting 3-bedroom, 1-bath home features hard wood floors and offers comfortable one-level living with a bright living room, functional kitchen and dining area, and three main-level bedrooms. Enjoy the convenience of a full basement, attached 2-car garage, and plenty of outdoor space to relax, garden, or entertain. With a desirable location and room to make it your own, this property is a wonderful opportunity to create the home you've been looking for!

4302 E Parke Ridge Lane, Sheboygan

Listing courtesy of Pleasant View Realty, LLC.

$335,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

An attractive move in ready ranch home on short cul de sac with very little traffic. The location is ideal with close proximity to schools and shopping and easy drive to freeway and Lake Michigan. Living room with large picture window, stone fireplace, and new carpet in 2024. The formal Dining Room also benefits from the two sided fireplace. Kitchen with appliances included has convenient dinette leading to patio and pantry for storage. Primary Bedroom features a private bath with shower. The lower level has spacious Rec room with fireplace, workshop area, plenty of storage space, and new drain tile in Spring of 2026. Relax in the semi-private back yard with concrete patio and enjoy additional storage space in the shed on cement slab. Don't wait to see this one!

3315 Hickory Circle, Sheboygan

Listing courtesy of Shorewest Realtors, Inc..

Start Your Search

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.